Kosma P, Gass J, Schulz G, Christian R, Unger F M
Institut für Chemie, Universität für Bodenkultur Wien, Vienna, Austria.
Carbohydr Res. 1987 Sep 15;167:39-54. doi: 10.1016/0008-6215(87)80266-5.
Starting from an anomeric mixture of methyl (allyl 4,5,7,8-tetra-O-acetyl-3-deoxy-alpha- and -beta-D-manno-2-octulopyranosid)onates, the glycosides sodium (allyl 3-deoxy-alpha- and -beta-D-manno-2-octulopyranosid)onate, sodium O-(sodium 3-deoxy-alpha-D-manno-2-octulopyranosylonate)-(2----4)-[allyl 3-deoxy-alpha-D-manno-2-octulopyranosid]onate and sodium (allyl 3-deoxy-7-O-beta-D-ribofuranosyl-beta-D-manno-2-octulopyranosid)++ +onate were prepared in several steps. Radical copolymerization of the allyl glycosides with acrylamide afforded linear macromolecular antigens containing mono- and di-saccharide residues corresponding to the KDO-region of Salmonella minnesota rough-form lipopolysaccharide and to partial structures of the capsular polysaccharide from Escherichia coli K 23, respectively. The copolymers were substituted by KDO-residues in a ratio of 1:18 +/- 2 (based on acrylamide) and had molecular masses of 60-100 kdaltons.
从甲基（烯丙基 4,5,7,8 - 四 - O - 乙酰基 - 3 - 脱氧 - α - 和 - β - D - 甘露 - 2 - 辛吡喃糖醛酸）苷的异头物混合物开始，通过几步反应制备了苷（烯丙基 3 - 脱氧 - α - 和 - β - D - 甘露 - 2 - 辛吡喃糖醛酸）苷钠、O -（（3 - 脱氧 - α - D - 甘露 - 2 - 辛吡喃糖醛酸钠） - （2→4） - [烯丙基 3 - 脱氧 - α - D - 甘露 - 2 - 辛吡喃糖醛酸]苷）钠和（烯丙基 3 - 脱氧 - 7 - O - β - D - 核糖呋喃糖基 - β - D - 甘露 - 2 - 辛吡喃糖醛酸）苷钠。烯丙基苷与丙烯酰胺的自由基共聚反应分别得到了含有与明尼苏达沙门氏菌粗糙型脂多糖的KDO区域相对应的单糖和二糖残基以及大肠杆菌K23荚膜多糖部分结构的线性大分子抗原。共聚物以1:18 ± 2的比例（基于丙烯酰胺）被KDO残基取代，分子量为60 - 100千道尔顿。
